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New oligonucleotide analogues based on morpholine subunits joined by oxalyl diamide tether
Authors:Abramova Tatiana V  Kassakin Marat F  Lomzov Alexander A  Pyshnyi Dmitrii V  Silnikov Vladimir N
Affiliation:The Institute of Chemical Biology and Fundamental Medicine, Lavrent'ev Ave 8, Novosibirsk 630090, Russia. abramova@niboch.nsc.ru
Abstract:We report on the design, synthesis and some of the properties of the new oligonucleotide analogues based on morpholine nucleoside (MorB) subunits joined by an oxalyl diamide tether instead of a phosphate group. The synthetic strategy and oligomer design are optimized to easily obtain target substances without using protective groups. The dimers HOMorU-Ox-NHMorU, HOMorU-Ox-NHMorA, and uracil containing the hexamer HOMorU-(Ox-NHMorU)5 were synthesized. The structures of all substances were confirmed by 1H, 13C, NMR, and mass spectroscopy. Base stacking interactions in dimers were revealed by CD-spectra data.
Keywords:Oligonucleotide analogues   Morpholine nucleosides   Aminonucleosides
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